What I’m Wearing Lately: Summer-to-Fall Edition
WHAT I’M WEARING THESE DAYS
We’re in that tricky stretch when it still feels like summer, but fall is starting to creep in… and my wardrobe has been following suit. Lately, I’ve been reaching for comfortable, polished pieces that work now and will transition easily into cooler days. Think wide-leg pants, matching sets, classic stripes, and versatile flats: simple staples that make getting dressed feel effortless.
Keep scrolling for a closer look at the outfits currently on repeat.
A relaxed button-down and flowy wide-leg pants make such a comfortable combination. I love how the blue and cream look together, and the sweater over my shoulders adds an easy extra layer in the same colors for those in-between-weather days. It’s the perfect fall outfit combination!
See more fall outfits I’ve worn lately here!
You know I love a matching set, and this one makes getting dressed so easy! It exceeded my expectations, even when I styled it three ways. Wear it together with a crisp white tee and casual sneakers for an everyday look.
For something a little sportier, swap the skort for flare-leggings and add your favorite sneakers. And when you want to dress it up a little bit, trade the jacket and tee for a crisp button-down (use CARALYN15 on your first order) and sandals. Don’t forget to accessorize with your favorite necklace, like this beaded one or this charm one.
This AirEssentials shirtdress can do so much more than everyday wear! Style it up with heels and accessorize for a polished look. Add this tote, and it’s ready for the office or any workday occasion.
Wearing size 1X in dress - use CARALYN15 on your first order or when you sign up with a new email.
You can never go wrong with a striped tee and a great pair of jeans! This outfit is so classic and comfortable (yes, the jeans too) that you won’t think twice about being in hard pants all day. These woven sneakers are a must-have for pre-fall.
Wearing size XXL in shirt and 1X Regular in jeans (use CARALYN15 on your first order or when you sign up with a new email).
This green cardigan is the perfect way to bring a fresh pop of color into your fall wardrobe. Paired with jeans and comfortable flats, it creates an easy, polished outfit that still feels relaxed. Complete the look and bring the colors together with a simple necklace for an effortless finishing touch.
Wearing size XXL in cardigan and 16Plus in jeans (use CARALYN15).
This soft striped set is cozy, cute, and so easy to throw on. It’s perfect for lounging at home, running a quick errand, school drop-off and pick-up, or enjoying those pre-fall days before the weather officially turns.
Wearing XXL in set! It also comes in a short-sleeve set.
See more matching sets I love here, and how I styled some of my favorites here.
These wide-leg pants are comfortable enough for a travel day but still look polished once you arrive. I added a striped tee, lightweight jacket, and roomy tote (sharing similar totes) for an easy layered look that works especially well when temperatures change throughout the day.
See more travel looks I’ve worn here and five travel outfit formulas here.
Wearing size XXL tall in tee and 16 in pants. Jacket is old Anthropologie, but I shared similar styles here.
This is the kind of outfit I reach for when comfort is the priority but I still want to feel polished. The striped tee and relaxed pants feel effortless, and you could easily swap the sandals for sneakers and add a light jacket for cooler days.
Wearing size XXL in tee (use CARALYN15), 2XL in pants - see these similar style pants too!
THANK YOU FOR READING!
Have you started transitioning your wardrobe for pre-fall? I hope these looks gave you a little inspiration for that tricky in-between time of year. Each outfit can be worn now and carried into cooler weather with a few simple layers.
Let me know which look you’re loving most… and, as always, thank you for shopping with me!
xx CMK
